KR101545370B1 - Solid composition for pest control - Google Patents

Abstract

The present invention provides a pharmaceutical composition for increasing the controlling effect of anthranilamide-based compounds against harmful organisms. The solid composition for pest control of the present invention is an amorphous anthranilamide compound or its salt as a harmful component of an insecticide; Nonionic surfactants and / or anionic surfactants; And a mineral carrier.

Description

[0001] SOLID COMPOSITION FOR PEST CONTROL [0002]

The present invention relates to a solid composition for pest control containing an anthranilamide compound having an improved pesticidal effect.

It is known that anthranilamide-based insecticides are useful for the control of harmful organisms such as lepidoptera. Patent Document 1 discloses various preparations such as emulsions, wettable powders, granules and the like as their formulations. Patent Document 2 discloses an oil-based suspension containing a hydrophobic solvent as a preparation for enhancing the harmful biological control effect of the compound.

WO 2005/077934 WO 2007/081553

Many pesticides, including anthranilamide compounds, are characterized by their spectrums and effects, respectively, while insufficient efficacy or low efficacy for certain pests can not be expected for a certain period of time, There is a case in which a sufficient control effect is not shown in practical use, and it is desired to improve the control effect by a manual technique.

As a result of various studies to solve the above problems, the present inventors have found that an anthranilamide compound is amorphized to significantly enhance the effect of controlling harmful organisms, thereby completing the present invention.

That is, the present invention relates to a solid composition for pest control comprising an amorphous anthranilamide compound or salt thereof as an active ingredient of an insecticide, a surfactant and a carrier. The present invention also relates to a wettable powder or a granule wettable powder containing the above-mentioned components.

The pesticidal composition of the present invention improves the effect of the anthranilamide compound and enables the control of harmful organisms at a low dose.

1] The powder X-ray diffraction pattern of Example 1
2] The powder X-ray diffraction pattern of Comparative Example 1

The composition of the present invention contains at least one of an amorphous anthranilamide compound or its salt, a surfactant and a carrier.

Examples of the anthranilamide compound or its salt used in the present invention include the anthranilamide compound represented by the formula (I) or a salt thereof.

(I)

(Wherein R < ¹ > is halogen, alkyl or cyano, A is alkyl which may be substituted by C _3-4 cycloalkyl, and m is 0-4)

The alkyl or alkyl moiety of R < ¹ > and A in formula (I) may be either linear or branched. Specific examples thereof include C _1-6 ones such as methyl, ethyl, propyl, isopropyl, butyl, pentyl and hexyl. Examples of the halogen of R ¹ include fluorine, chlorine and bromine atoms.

Examples of the salt of the anthranilamide compound include all those that are acceptable in agriculture, for example, alkali metal salts such as sodium salt and potassium salt; Alkaline earth metal salts such as magnesium salts and calcium salts; Ammonium salts such as dimethylammonium salt and triethylammonium salt; Inorganic acid salts such as hydrochloride, perchlorate, sulfate and nitrate; And organic acid salts such as acetic acid salts and methanesulfonic acid salts.

The anthranilamide compound is preferably the following compound.

(1) Synthesis of 3-bromo-N- (2-bromo-4-chloro-6- (1- cyclopropylethylcarbamoyl) Pyrazole-5-carboxamide (Compound 1)

(2) Synthesis of 3-bromo-N- (4-chloro-2- (1 -cyclopropylethylcarbamoyl) -6-methylphenyl) -5-carboxamide (Compound 2)

(3) Synthesis of 3-bromo-N- (2-bromo-4-chloro-6- (cyclopropylmethylcarbamoyl) phenyl) -5-carboxamide (Compound 3)

(4) Synthesis of 3-bromo-N- (4-chloro-2-methyl-6- (methylcarbamoyl) phenyl) Carboxamide (Compound 4)

(5) Synthesis of 3-bromo-1- (3-chloropyridin-2-yl) -N- (4-cyano- -Carboxamide (Compound 5)

The content of the anthranilamide compound or salt thereof is 1 to 90% by weight, preferably 5 to 80% by weight in the composition.

The average particle size of the anthranilamide compound or its salt is 0.01 to 100 mu m, preferably 0.1 to 100 mu m, and its crystal form is amorphous.

The crystalline form of the compound is preferably completely amorphous, but may include some crystals.

Amorphous refers to a solid state having no regularity in the arrangement of atoms constituting a material and refers to a solid state showing the diffraction degree of halo when measured by a powder X-ray diffractometer. Amorphous is synonymous with amorphous and amorphous.

The amorphous material can be produced by drying treatment, mechanochemical treatment and solid dispersion. Examples of the drying treatment include spray drying and freeze drying. In addition, an amorphous material can be obtained by rapidly cooling the substrate after heating and melting. Examples of the mechanochemical treatment include pulverization using a machine such as Leica, or mixed pulverization with a polymer compound such as cellulose. Further, an amorphous substance can also be obtained by dissolving the substance in a solvent together with a saccharide or a polymer compound and then distilling off the solvent (solid dispersion).

In addition to the anthranilamide compound as an active ingredient, other pest controlling agents may be added to the composition of the present invention. Other pest control agents include insecticides, fungicides, nematocides, pesticides and bactericides.

As the surfactant usable in the present invention, one or more surfactants selected from a nonionic surfactant and an anionic surfactant can be used.

Examples of the nonionic surfactant include the following.

Polyoxy alkylene surfactant: for example, polyoxyalkylene alkyl ethers, polyoxyethylene alkyl (C _{8 to 18)} ethers, polyoxyethylene alkyl (C _{8 - 18)} aryl ethers, polyoxyethylene alkyl (C _{8 to 18)} phenyl ether, polyoxyethylene (mono-, di- or tri-) phenyl phenyl ether, a polyoxyethylene (mono-, di- or tri-) benzyl phenyl ether, a polyoxypropylene (mono-, di- or tri-) benzyl phenyl ether, polyoxy (Mono, di or tri) styrylphenyl ether, a polyoxyethylene (mono, di or tri) styrylphenyl ether, a polyoxyethylene (mono, di or tri) styrylphenyl ether, the propylene block copolymer, an alkyl (C _{8 - 18),} polyoxyethylene polyoxypropylene block polymer ether, an alkyl (C _{8 to 12)} phenyl polyoxyethylene polyoxypropylene block polymer ether, polyoxyethylene Ethylene-bis-phenyl ether, polyoxyethylene resin acids esters, polyoxyethylene fatty acid (C _{8 to 18)} esters, polyoxyethylene sorbitan fatty acid (C _{8 to 18)} ester, glycerol fatty acid ester ethylene oxide adduct, a castor oil ethylene oxide Adducts, hydrogenated castor oil ethylene oxide adducts, alkyl (C _8-18 ) amine ethylene oxide adducts and fatty acid (C _8-18 ) amide ethylene oxide adducts.

Polyhydric alcohol-type surfactants: for example, glycerol fatty acid esters, pentaerythritol fatty acid esters, sorbitan fatty acid (C _{8 to 18)} esters, sucrose fatty acid ester, polyhydric alcohol alkyl ethers, fatty acid alkanolamides, alkyl glycosides and alkyl Polyglycosides, and the like.

Among the nonionic surfactants, preferred are polyoxyethylene alkyl ( _C8-18 ) ether, polyoxyethylene alkyl ( _C8-18 ) aryl ether, polyoxyethylene alkyl ( _C8-18 ) phenyl ether, or polyoxy Ethylene _{< /} RTI & gt _; fatty acid ( _C8-18 ) esters.

Examples of the anionic surfactant include the following.

Carboxylic acid type surfactants: for example, copolymerization of polyacrylic acid, polymethacrylic acid, polymaleic acid, poly maleic acid, maleic acid or maleic anhydride with olefins (e.g., isobutylene and diisobutylene) Water, a copolymer of acrylic acid and itaconic acid, a copolymer of methacrylic acid and itaconic acid, a copolymer of maleic acid or maleic anhydride and styrene, a copolymer of acrylic acid and methacrylic acid, a copolymer of acrylic acid and acrylic acid methyl ester, Copolymers of maleic acid and maleic anhydride, copolymers of acrylic acid and maleic anhydride, carboxylic acids such as N-methyl-fatty acid (C _{12 to 18} ) sarcosinate, resin acid and fatty acid (C _{12 to 18} ) And salts of these carboxylic acids.

Sulfuric acid ester type surfactants include, for example, alkyl (C _12-18 ) sulfuric acid esters, polyoxyethylene alkyl (C _12-18 ) ether sulfuric acid esters, polyoxyethylene alkylaryl ether sulfuric acid esters, polyoxyethylene aryl ether sulfuric acid esters , Polyoxyethylene alkyl (C _8-12 ) phenyl ether sulfuric acid esters, sulfuric acid esters of polymers of polyoxyethylene alkyl (C _8-12 ) phenyl ether, polyoxyethylene phenyl phenyl ether sulfuric acid esters, polyoxyethylene benzyl phenyl ether sulfuric acid Esters, polyoxyethylene styrylphenyl ether sulfuric acid esters, sulfuric acid esters of polyoxyethylene styrylphenyl ether polymers, sulfuric acid esters of polyoxyethylene polyoxypropylene block polymers, sulfuric acid oils, sulfuric acid fatty acid esters, sulfuric acid fatty acids and sulfuric acid Sulfuric acid esters such as olefins, and salts of these sulfuric acid esters.

Sulfonic acid-type surfactants: For example, alkyl (C _{12 to 22)} sulfonate, alkyl (C _{8 to 12)} aryl sulfonic acid, alkyl (C _{8 to 12)} benzene sulfonic acid, alkyl (C _{8 to 12),} formalin condensate of benzene sulfonic acid water, a cresol sulfonic acid formalin condensate, α- olefin (C _{14 to 16)} sulfonate, alkyl (C _{8 to 12)} sulfosuccinate, lignin sulfonate, polyoxyethylene alkyl (C _{8 to 12)} phenyl ether sulfonic acid, a polyoxyethylene aryl sulfonic acid, polyoxyethylene alkyl (C _{12 to 18)} ether sulfosuccinic acid half ester, naphthalene sulfonic acid, alkyl (C _{1 to 6)} naphthalene sulfonic acid, formalin condensate, an alkyl naphthalene sulfonic acid (C _{1 to 6)} naphthalene sulfonic acid formalin (C _{8 to 12} ) diphenyl ether disulfonic acid, polystyrenesulfonic acid, sulfonic acid such as copolymer of styrene sulfonic acid and methacrylic acid, and salts of these sulfonic acids can be used as the condensation product, formalin condensate of creosote di-sulfonic acid, alkyl have.

Phosphate ester-type surfactants: For example, alkyl (C _{8 to 12)} phosphoric acid esters, polyoxyethylene alkyl (C _{12 to 18)} ether phosphate, polyoxyethylene alkyl (C _{8 to 12)} phenyl ether phosphate ester, poly Phosphoric acid esters of polymers of oxyethylene alkyl (C _8-12 ) phenyl ethers, polyoxyethylene phenyl phenyl ether phosphate esters, polyoxyethylene benzyl phenyl ether phosphate esters, polyoxyethylene styryl phenyl ether phosphate esters, polyoxyethylene styryl Phosphate esters of polymers of phenyl ether, phosphoric acid esters of polyoxyethylene polyoxypropylene block polymer, phosphatidylcholine, phosphatidyl ethanolimine and condensed phosphoric acid (for example, tripolyphosphoric acid), and salts of these phosphate esters .

Examples of salts in the anionic surfactant include alkali metals (lithium, sodium and potassium), alkaline earth metals (such as calcium and magnesium), ammonium and various amines (such as alkylamines, cycloalkylamines and alkanolamines) .

Among the above anionic surfactants, preferred are polyoxyethylene alkyl aryl ether sulfuric acid ester salts, polyoxyethylene aryl ether sulfuric acid ester salts, alkyl (C _12-22 ) sulfonic acid salts, alkyl (C _8-12 ) benzenesulfonic acid salts, (C _{8 to 12} ) sulfosuccinic acid salts, ligninsulfonic acid salts, polyoxyethylene arylsulfonic acid salts and naphthalenesulfonic acid salts.

The surfactant is a polyoxyethylene alkyl (C _{8 to 18)} ethers, polyoxyethylene alkyl (C _{8 - 18)} aryl ethers, polyoxyethylene alkyl (C _{8 to 18)} phenyl ethers, polyoxyethylene fatty acid (C _{8 - 18} ) esters, polyoxyethylene alkyl aryl ether sulfuric ester salt, a polyoxyethylene aryl ether sulfuric acid ester salts, alkyl (C _{12 to 22)} sulfonate, alkyl (C _{8 to 12)} sulfonic acid salts, alkyl (C _{8 to 12)} It is preferably at least one selected from the group consisting of sulfosuccinic acid salts, lignin sulfonic acid salts, polyoxyethylene aryl sulfonic acid salts and formalin condensates of naphthalene sulfonic acid salts.

The content of the surfactant is 0.5 to 40% by weight, preferably 1 to 20% by weight in the composition.

Examples of the carrier that can be used in the present invention include a mineral carrier, a vegetable carrier, and a polymer carrier.

Examples of the mineral carrier include kaolin such as kaolinite, dickite, nacrite, and halloysite; Serpentine, chrysotile, lizatite, antigorite, amethite; Montmorillonite such as sodium montmorillonite, calcium montmorillonite, and magnesium montmorillonite; Smectite such as saponite, hectorite, soconite, and hydride; Mica such as pyrophyllite, talc, pyrophyllite, muscovite, fenzite, sericite, and illite; Silica such as cristobalite and quartz; Hydrous magnesium silicate such as bentonite, ataflugite, sepiolite and the like; Calcium carbonate such as dolomite and calcium carbonate fine powder; Sulphate minerals such as gypsum and gypsum; Zeolite; Fires; Kaolin; Vermiculite; Laponite; pumice; Diatomaceous earth; Acid clay; Active clay; Clay; White carbon, and titanium dioxide.

Examples of the plant carrier include cellulose, rice husk, wheat flour, wood flour, starch, bran, wheat bran, soybean flour, and the like.

Examples of the polymer carrier include cellulose derivatives such as methyl cellulose, gum arabic, hydroxypropylcellulose, hydroxypropylmethylcellulose, dextran, sodium alginate, carboxymethylcellulose sodium, alginic acid propylene glycol ester, polyvinylpyrrolidone, polyvinyl alcohol, carboxyvinyl polymer , Sodium caseinate, and dextrin. Examples of the other carrier include urea, lactose, ammonium sulfate, sucrose, sodium chloride, sodium carbonate, potassium carbonate, potassium pyrophosphate, sodium tripolyphosphate, maleic acid, fumaric acid, citric acid and malic acid.

Preferable among the above carriers is a mineral carrier, and the mineral carrier is preferably at least one selected from the group consisting of kaolin, talc, calcium carbonate, diatomaceous earth, clay and white carbon.

The content of the carrier is usually 3 to 95% by weight, preferably 10 to 90% by weight, based on the present wettable powder.

Examples of the preparation of the composition of the present invention include a powder, a DL, a granule, a granulating agent, a microcapsule, a wetting agent and a granulating agent, and the preferred agent is a wetting agent or a granulating agent.

The composition may be prepared by combining one or more components selected from the group consisting of a disintegrator, a stabilizer, a pH adjuster, a colorant, and a perfume in addition to an amorphous anthranilamide compound or its salt, a surfactant and a carrier have.

Hereinafter, a method for producing a preferable preparation of the composition will be described.

(1) Hydration agent

The wettable powder of the present invention is a powder composition comprising an amorphous anthranilamide compound or its salt, a surfactant and a carrier, and can be produced by mixing the above components in a mixer such as a V-type mixer. The average particle diameter of the wettable powder thus produced is generally 50 占 퐉 or less.

(2) granular wettability agent

The granular wettable powder of the present invention is a granular solid composition comprising an amorphous anthranil compound or a salt thereof, a surfactant and a carrier.

The present granule wettable powder can be produced by a granulation method commonly used in the formulation of pesticides. Examples of the assembly method include an extrusion assembly method, an impregnation assembly method, a compression assembly method, a stirring assembly method, a fluidized bed assembly method, a power assembly method, and a spray assembly method.

An example of producing a granular wettable powder by an extrusion granulation method is shown below.

An amorphous anthranilamide compound or its salt, a surfactant and a carrier are mixed, and then 0.1 to 100% by weight of water is usually added dropwise or sprayed to the mixture and kneaded to prepare a kneaded product. Next, the kneaded product is assembled with a granulator, followed by drying, sizing and sieving to obtain a granular wettable powder.

Examples of the pelletizer used in the assembly include a cage-type extrusion pelletizer, a dome-type extruder pelletizer, and the like. Examples of the pelletizer include a fluidized bed dryer and a bed dryer. Examples of the sizing unit include a marumerizer, a pin mill, a shredder, and the like. Examples of the sorter include a gyroscope shifter and an electronically oscillating separator. The mean particle size of the present granule wettable powder thus produced is generally about 0.3 to 10 mm, preferably about 0.3 to 5 mm.

The composition of the present invention is preferably as follows.

(1) An amorphous anthranilamide compound or its salt; Nonionic surfactants and / or anionic surfactants; And a mineral carrier.

(2) an amorphous anthranylamide compound or its salt; Polyoxyethylene alkyl ( _C8-18 ) ether, polyoxyethylene alkyl ( _C8-18 ) aryl ether, polyoxyethylene alkyl ( _C8-18 ) phenyl ether, polyoxyethylene fatty acid ( _C8-18 ) polyoxyethylene alkyl aryl ether sulfuric ester salt, a polyoxyethylene aryl ether sulfuric acid ester salts, alkyl (C _{12 to 22)} sulfonate, alkyl (C _{8 to 12)} sulfonic acid salts, alkyl (C _{8 to 12)} sulfosuccinate salt At least one surfactant selected from the group consisting of lignin sulfonate, polyoxyethylene aryl sulfonate and formalin condensate of naphthalene sulfonate; And at least one carrier selected from the group consisting of kaolin, talc, calcium carbonate, diatomaceous earth, clay and white carbon.

(3) The pharmaceutical composition according to item (1) or (2) above, which comprises 1 to 90% by weight of an amorphous anthranilamide compound or salt thereof, 0.5 to 40% by weight of a surfactant and 3 to 95% Composition.

(4) The method according to (3) above, wherein the amorphous anthranilamide compound or its salt; A composition comprising a polyoxyethylene alkyl (C _8-18 ) ether, a polyoxyethylene alkyl (C _8-18 ) phenyl ether, a polyoxyethylene alkylaryl ether sulfuric acid ester salt, an alkyl benzene sulfonate, a clay and a white carbon.

The composition of the present invention is usually diluted with water and used for dispersion treatment. The dilution ratio of the composition varies depending on the content of the active ingredient in the composition, the scene of application, etc., but is usually 5 to 100,000 times, preferably 10 to 100,000 times, more preferably 50 to 10,000 times.

<Examples>

Hereinafter, the present invention will be described by way of examples and test examples, but the interpretation of the present invention is not limited thereto.

The carrier and the surfactant used in the examples are as follows.

Caplex CS-7: white carbon (Eponic Degussa Japan)

Sorpol 5073: polyoxyethylene alkyl aryl ether sulfuric acid ester · ammonium salt and polyoxyethylene alkyl ether (manufactured by Toho Chemical Industry Co., Ltd.)

Sorfol 5060: sodium alkylbenzenesulfonate (manufactured by Toho Chemical Industry Co., Ltd.)

Neigen EA-33: Polyoxyethylene dodecylphenyl ether (manufactured by Dai-ichi Kogyo Seiyaku Co., Ltd.)

Example 1

5% by weight of Caplex CS-7 was mixed with the compound (1), and the mixture was pulverized for 15 minutes using Ishikawa-type stirrer brain (AGA type manufactured by Ishikawa Kojyo Co., Ltd.). 2.2 g of the obtained pulverized product (average particle size: 9.2 탆) was mixed with 1.2 g of Sorpol 5073, 0.8 g of Sorpol 5060, 0.4 g of Neigen EA-33, 6 g of Caplex CS-7 and 29.4 g of clay The mixture was mixed and pulverized with a centrifugal mill (manufactured by Nippon Seiki Seisakusho Co., Ltd., 1 mm? Screen, 10,000 rpm) to obtain a powdery wettable powder containing 5% by weight of the compound (1).

The mean particle size of the pulverized material pulverized and pulverized was 9.2 占 퐉, and the crystalline form was amorphous as a result of powder X-ray diffraction measurement. Fig. 1 shows the results of the powder X-ray diffraction. Powder X-ray diffraction measurement was carried out using RINT 1200 (Cu-K? 1) manufactured by Rigaku Corporation.

Example 2

0.53 g of the compound (1) was mixed with 0.3 g of Sorpol 5073, 0.2 g of Sorpol 5060, 0.1 g of Neigen EA-33, 1.5 g of Caplex CS-7 and 7.4 g of clay, And pulverization was effected for 15 minutes using a stirring cerebellum to obtain a powdery wettable powder containing 5% by weight of the compound (1).

Further, powder X-ray diffraction measurement of the pulverized material subjected to ground pulverization revealed only a peak derived from clay, and a peak derived from the compound (1) could not be confirmed.

Comparative Example 1

The crystalline compound (1) was pulverized using a Turbo Counter Jet Mill (TJ-60, manufactured by Turbo Corporation). 2.1 g of the obtained fine particles (average particle diameter: 2 탆) of the compound (1) was dissolved in 1.2 g of Sorpol 5073, 0.8 g of Sorpol 5060, 0.4 g of Neigen EA-33 and 6 g of Caplex CS-7 And 29.5 g of clay, followed by mixing and pulverization with a centrifugal mill (manufactured by Nippon Seiki Seisakusho Co., Ltd., 1 mmφ screen, 10,000 rpm) to obtain a powdery wettable powder containing 5% of compound (1).

Further, the raw material pulverized by the turbo-counter jet mill was crystalline from the results of the powder X-ray diffraction measurement. Fig. 2 shows the results of the powder X-ray diffraction.

Test Example 1 Effect of Tobacco on Louis

(1) Preparation of Test Solution

The composition (active ingredient: 5% by weight) obtained in Examples 1 and 2 and Comparative Example 1 was diluted with 4,000 times of water to prepare a test solution of 12.5 ppm.

(2) Effect test

One cigarette of the first plant was left in the cucumber of the pot planted with the other leaves, and the adult adult of the cucumber was emitted and scattered for about 24 hours. Thereafter, the sample was allowed to stand in a constant temperature room with illumination at 25 DEG C for 9 days. After the hatching larvae were examined, 12.5 ppm of the test solution was uniformly dispersed in the entire leaf by hand spraying. After leaving for 10 days in a constant temperature room with illumination at 25 캜 for 10 days after the treatment, the number of old larvae and the number of pupae were counted and the control value was calculated by the following formula. The test results are shown in Table 1 below. As shown in Table 1, the formulation of the present invention containing the amorphized material exhibited excellent control effect as compared with the comparative preparation.

Ta: After treatment in the treatment area,

Tb: pre-treatment hatchlings in the treatment area

Ca: Number of old watery larvae after treatment in untreated water + number of pupa

Cb: hatching larvae before treatment in the non-treatment area

&Lt; Industrial Availability >

The pesticidal composition containing the anthranilamide compound of the present invention is useful for the control of harmful organisms.

The entire contents of the specification, claims, drawings and summary of Japanese Patent Application No. 2008-075284 filed on March 24, 2008 are hereby incorporated herein by reference as if fully set forth herein.

Claims (9)

A solid composition for pest control comprising an amorphous anthranilamide compound of the formula (I) or a salt thereof, a surfactant and a carrier as active ingredients of an insecticide.
(I)

(Wherein R &lt; ¹ &gt; is halogen, alkyl or cyano, A is alkyl which may be substituted by C _3-4 cycloalkyl, and m is 0-4) 2. The compound according to claim 1, wherein the anthranilamide compound is 3-bromo-N- (2-bromo-4-chloro-6- (1- cyclopropylethylcarbamoyl) phenyl) (4-chloro-2- (1-cyclopropylethylcarbamoyl) -6-methylphenyl) -1- (2-bromo-4-chloro-6- (cyclopropylmethylcarbamoyl) phenyl) -1H-pyrazole-5-carboxamide (4-chloro-2-methyl-6- (methylcarbamoyl) -1H-pyrazole- (3-chloropyridin-2-yl) -N- (4-fluoro-phenyl) Cyano-2-methyl-6- (methylcarbamoyl) phenyl) -1H-pyrazole-5-carboxamide. The composition of claim 1, wherein the surfactant is a nonionic surfactant and / or an anionic surfactant. The composition of claim 1 wherein the surfactant is selected from the group consisting of polyoxyethylene alkyl (C _8-18 ) ether, polyoxyethylene alkyl (C _8-18 ) aryl ether, polyoxyethylene alkyl (C _8-18 ) phenyl ether, polyoxyethylene (C _{8 to} C ₁₈ ) esters, polyoxyethylene alkylaryl ether sulfuric acid ester salts, polyoxyethylene aryl ether sulfuric acid ester salts, alkyl (C _{12 to 22} ) sulfonic acid salts, alkyl (C _{8 to 12} ) benzenesulfonic acid salts, (C _{8 to 12} ) sulfosuccinic acid salts, lignin sulfonic acid salts, polyoxyethylene aryl sulfonic acid salts and formalin condensates of naphthalene sulfonic acid salts. The composition of claim 1, wherein the carrier is a mineral carrier. The composition according to claim 1, wherein the carrier is at least one selected from the group consisting of kaolin, talc, calcium carbonate, diatomaceous earth, clay and white carbon. The method of claim 1, wherein the anthranilamide compound of the formula (I) or a salt thereof is amorphous; Nonionic surfactants and / or anionic surfactants; And a mineral carrier.
(I)

(Wherein R &lt; ¹ &gt; is halogen, alkyl or cyano, A is alkyl which may be substituted by C _3-4 cycloalkyl, and m is 0-4) The method of claim 1, wherein the anthranilamide compound of the formula (I) or a salt thereof is amorphous; Polyoxyethylene alkyl ( _C8-18 ) ether, polyoxyethylene alkyl ( _C8-18 ) aryl ether, polyoxyethylene alkyl ( _C8-18 ) phenyl ether, polyoxyethylene fatty acid ( _C8-18 ) polyoxyethylene alkyl aryl ether sulfuric ester salt, a polyoxyethylene aryl ether sulfuric acid ester salts, alkyl (C _{12 to 22)} sulfonate, alkyl (C _{8 to 12)} sulfonic acid salts, alkyl (C _{8 to 12)} sulfosuccinate salt At least one surfactant selected from the group consisting of lignin sulfonate, polyoxyethylene aryl sulfonate and formalin condensate of naphthalene sulfonate; And at least one carrier selected from the group consisting of kaolin, talc, calcium carbonate, diatomaceous earth, clay and white carbon.
(I)

(Wherein R &lt; ¹ &gt; is halogen, alkyl or cyano, A is alkyl which may be substituted by C _3-4 cycloalkyl, and m is 0-4) The composition of claim 1, wherein the composition is a wettable powder or granular wettable powder.

Images